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HRID 454950Erstellt: 25. Oktober 2026

Triethylamine → (3-((3-(3,6-Dihydro-2H-pyran-4-YL)pyridin-2-YL)oxy)azetidin-1-YL)(pyrimidin-4-YL)methanone

https://huagongshe.com/reaction/454950

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt4-Pyrimidinecarboxylic acidHCID 169306—
Edukt2-(Azetidin-3-yloxy)-3-(3,6-dihydro-2H-pyran-4-YL)pyridine hydrochlorideHCID 67477450—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
Produkt(3-((3-(3,6-Dihydro-2H-pyran-4-YL)pyridin-2-YL)oxy)azetidin-1-YL)(pyrimidin-4-YL)methanoneHCID 5854774566%

Reaktionsschritte

To a solution of 2-(azetidin-3-yloxy)-3-(3,6-dihydro-2H-pyran-4-yl)pyridine hydrochloride (see PREPARATION P26.1; 100 mg, 0.45 mmol), pyrimidine-4-carboxylic acid (55 mg, 0.45 mmol) and triethylamine (96.13 mg, 0.95 mmol) in CH2Cl2 (10 mL) was added 4-Dimethylaminopyridine (DMAP) (55 mg, 0.47 mmol) and propyl phosphonic anhydride (500 mg, 0.9 mmol). The reaction mixture was stirred at room temperature for overnight. Then the reaction mixture was concentrated and the crude product was purified by silica gel column chromatography to give the desired compound (48 mg, 0.16 mmol, yield 66%). [M+1]: 339. IC50 (uM): 0.99.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08497265B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-6d46de9c01cc4cc094a23877d45c32cb
Quellennotizuspto-grants-2013_07